Notes

Microwave-Assisted Synthesis of Arene Ru(II) Complexes[(η6-RC6H5)Ru(m-MOPIP)Cl]Cl

  • Wu Qiong ,
  • Wu Jian ,
  • Mei Wenjie ,
  • Yao Junhua ,
  • Wu Weili ,
  • Chen Yanhua ,
  • Tao Yunyi
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  • a School of Pharmacy, Guangdong Pharmaceutical University, Gongzhou 510006;
    b Instrumental Analysis and Research Center, Sun Yat-sen University, Gongzhou 510275

Received date: 2013-03-15

  Revised date: 2013-04-06

  Online published: 2013-05-06

Supported by

Project supported by the Science and Technology Planning Project of Guangdong Province (No. 2013J4100072) and the Science and Technology Planning Project of Guangzhou City (No. 7411791521750)

Abstract

Two arene Ru(II) complexes[(η6-RC6H5)Ru(m-MOPIP)Cl]+ (R=H 3a, R=CH3 3b; m-MOPIP=2-(3-meth- oxyphenyl)imidazole[4,5-f][1,10]phenanthroline) were prepared under the microwave irradiation at 60 ℃ for 30 min in Pyrex vessel with the yield of about 90% and 91%, and the target compounds were characterized by 1H NMR, 13C NMR, IR, ESI-MS and 1H-1H COSY spectra. At the same reaction conditions, application of SiC vessel to screen the effect of microwave irradiation, 3a and 3b were obtained with the yield of about 89% and 90%. These results indicated that the microwave "non-thermal effect" has no obvious influence on the synthesis of arene Ru(II) complexes.

Cite this article

Wu Qiong , Wu Jian , Mei Wenjie , Yao Junhua , Wu Weili , Chen Yanhua , Tao Yunyi . Microwave-Assisted Synthesis of Arene Ru(II) Complexes[(η6-RC6H5)Ru(m-MOPIP)Cl]Cl[J]. Chinese Journal of Organic Chemistry, 2013 , 33(9) : 2022 -2027 . DOI: 10.6023/cjoc201303022

References

[1] (a) Leadbeater, N. E.; Shoemaker, K. M. Organometallics 2008, 27, 1254.
(b) Kappe, C. O. Angew. Chem., Int. Ed. 2004, 43, 6250.
(c) Zhang, Z.; Wang, Q.; Wu, Q.; Hu, X.-Y.; Wang, C.-X.; Mei, W.-J.; Tao, Y.-Y.; Wu. W.-L.; Zheng, W.-J. Chem. J. Chin. Univ. 2012, 33, 2441(in Chinese).
(张召, 王淇, 吴琼, 胡晓莹, 王成蹊, 梅文杰, 陶韵伊, 吴韦黎, 郑文杰, 高等学校化学学报, 2012, 33, 2441.)
(d) Mallikarjuna, N. N.; Thomas, F. S.; Rajender, S. V. Acc. Chem. Res. 2011, 44, 469.
(e) Albrecht, C.; Gauthier, S.; Wolf, J.; Scopelliti, R.; Severin, K. Eur. J. Inorg. Chem. 2009, 1003.
[2] Liu, Y.; Hammitt, R.; Lutterman, D. A.; Thummel, R. P.; Turro, C. Inorg. Chem. 2007, 46, 6011.
[3] Abrahamsson, M.; Becker, H. C.; Hammarstroem, L.; Bonnefous, C.; Chamchoumis, C.; Thummel, R. P. Inorg. Chem. 2007, 46, 10354.
[4] (a) Gladiali, S.; Alberico, E. Chem. Soc. Rev. 2006, 35, 226.
(b) Therrien, B.; Süss-Fink, G.; Govindaswamy, P.; Renfrew, A. K.; Dyson, P. J. Angew. Chem. Int. Ed. 2008, 47, 3773.
(c) Severin, K.; Bergs, R.; Beck, W. Angew. Chem., Int. Ed. 1998, 37, 1634.
(d) Smith, G. S.; Therrien, B. Dalton Trans. 2010, 40, 10793.
[5] (a) Nowak-Sliwinska, P.; Beijnum, J. R.; Casini, A.; Nazarov, A. A.; Wagniėres, G.; Bergh, H.; Dyson, P. J.; Griffioen, A. W. J. Med. Chem. 2011, 54, 3895.
(b) Chatterjee, S.; Kundu, S.; Bhattacharyya, A.; Hartinger, C. G.; Dyson, P. J. J. Biol. Inorg. Chem. 2008, 13, 1149.
(c) Yin, J.; Guan, J.-T.; Yu, G.-A.; Liu, S.-H. Chin. J. Org. Chem. 2004, 24, 117 (in Chinese).
(尹军, 关金涛, 余广鳌, 刘盛华, 有机化学, 2004, 24, 117.)
[6] Scolaro, C.; Bergamo, A.; Brescacin, L.; Delfino, R.; Cocchietto, M.; Laurenczy, G.; Geldbach, T. J.; Sava, G.; Dyson, P. J. J. Med. Chem. 2005, 48, 4161.
[7] Martínez, A.; Suárez, J.; Shand, T.; Magliozzo, R. S.; Sánchez-Delgado, R. A. J. Inorg. Biochem. 2011, 105, 39.
[8] (a) Tan, L.-F.; Liu, X.-H.; Chao, H.; Ji, L.-N. J. Inorg. Biochem. 2007, 101, 56.
(b) Chen, T.-F.; Mei, W.-J.; Wong, Y.-S.; Liu, J.; Liu, Y.; Xie, H.-S.; Zheng, W.-J. Med. Chem. Commun. 2010, 1, 73.
[9] (a) Mei, W.-J.; Liu, J.; Zheng, K.-C.; Lin, L. J.; Chao, H.; Li, A.-X.; Yun, F.-C.; Ji, L.-N. Dalton Trans. 2003, 1352.
(b) Sun, D.-D.; Wang, W.-Z.; Mao, J.-W.; Mei, W.-J.; Liu, J. Bioorg. Med. Chem. Let. 2012, 22, 102.
[10] Therrien, B. Coord. Chem. Rev. 2009, 253, 493.
[11] (a) Canivet, J.; Karmazin-Brelot, L.; Süss-Fink, G. J. Organomet. Chem. 2005, 690, 3202.
(b) Renfrew, A. K.; Egger, A. E.; Scopelliti, R.; Hartinger, C. G.; Dyson, P. J. C. R. Chim. 2010, 13, 1144.
(c) Süss-Fink, G.; Khan, F. A.; Jeanneret, L. J.; Dyson, P. J.; Renfrew, A. K. J. Cluster. Sci. 2010, 21, 313.
[12] (a) Zelonka, R. A.; Baird, M. C. Can. J. Chem. 1972, 50, 3063.
(b) Bennett, M. A.; Huang, T. N.; Matheson, T. W.; Smith, A. K. Inorg. Synth. 1982, 21, 74.
[13] Winkhaus, G.; Singer, H. J. Organomet. Chem. 1967, 7, 487.
[14] Liu, H. K.; Sadler, P. J. Acc. Chem. Res. 2011, 44, 349.
[15] (a) Fang, X.; Hutcheon, R.; Scola, D. A. J. Polym. Sci., Part A: Polym. Chem. 2000, 38, 2526.
(b) Hawangchu, Y.; Atong, D.; Sricharoenchaikul, V. Int. J. Chem. React. Eng. 2010, 8, 65.
[16] Wang, Q.; Wang, C.-X.; Sun, F.-Q.; He, L.-M.; Wu, Q.; Liang, B.-H.; Qiu, Y.-B.; Mei, W.-J. Acad. J. Guangdong College Pharm. 2012, 28, 17 (in Chinese).
(王淇, 王成蹊, 孙福强, 贺丽敏, 吴琼, 梁炳焕, 邱永彬, 梅文杰, 广东药学院学报, 2012, 28, 17.)
[17] Marky, L. A.; Breslauer, K. J. Biopolymers 1987, 26, 1601.
[18] Li, Y.-J.; Huang, H.-M.;Gao, J.-R.; Jia, J.-H.; Dong, H.-Q.; Han, L.; Sheng, W.-J. Chin. J. Org. Chem. 2011, 31, 1286 (in Chinese).
(李郁锦, 黄焕明, 高建荣, 贾建洪, 董华清, 韩亮, 盛卫坚, 有机化学, 2011, 31, 1286.)
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